NP-MRD: Showing NP-Card for (2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid (NP0246214)

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Record Information

Version

2.0

Created at

2022-09-07 07:36:00 UTC

Updated at

2022-09-07 07:36:00 UTC

NP-MRD ID

NP0246214

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid

Description

N-sinapoylputrescine belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on N-sinapoylputrescine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
   -4.5966   -3.4244   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841   -2.1710   -0.0153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4276   -1.0091    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398   -1.0779   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2601    0.0455   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177    0.0621   -0.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238   -1.0218   -0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3261   -0.9923   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022   -2.1661   -0.9588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9208    0.1374   -0.5669 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3759    0.2533   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -0.3859    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4773   -0.3264    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671    1.0965    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4193    1.0622    0.2778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9282    1.2461    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914    1.3044    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8840    2.5075    0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1889    3.7325    0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0708    0.1729    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4441    0.2286    0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9451   -3.7076    0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0108   -3.3181   -1.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229   -4.1455   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5736   -2.0343   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2495    0.9906   -0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175   -1.9707   -0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -2.6583   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7191   -0.1992   -1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648    1.3640   -0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5882   -1.4092    0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6373    0.2221    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8415   -0.8389   -0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -0.8704    1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543    1.6387    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710    1.5967   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7949    2.0276    0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8327    0.3616    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    2.1379    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    3.8339    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8579    4.6005    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434    3.7087    1.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0097   -0.6039    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 20  3  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
M  END


  Mrv1652309072209362D          

 21 21  0  0  0  0            999 V2000
   -9.2881    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246214

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(O)=NCCCCN)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O4/c1-20-12-9-11(10-13(21-2)15(12)19)5-6-14(18)17-8-4-3-7-16/h5-6,9-10,19H,3-4,7-8,16H2,1-2H3,(H,17,18)/b6-5+

> <INCHI_KEY>
ZYERUQAOCQZPJW-AATRIKPKSA-N

> <FORMULA>
C15H22N2O4

> <MOLECULAR_WEIGHT>
294.351

> <EXACT_MASS>
294.157957196

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.21473770233365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid

> <JCHEM_LOGP>
-0.7522298791884665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.34342838039321

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.521888998477324

> <JCHEM_PKA_STRONGEST_BASIC>
10.269290046047988

> <JCHEM_POLAR_SURFACE_AREA>
97.30000000000001

> <JCHEM_REFRACTIVITY>
82.66760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0     -17.338   8.470   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -16.004   9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.003   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -8.002  10.780   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -6.668   8.470   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.000   9.240   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -13.337   4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -14.670   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670   6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -16.004   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    5   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17    3   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂N₂O₄

Average Mass

294.3510 Da

Monoisotopic Mass

294.15796 Da

IUPAC Name

(2E)-N-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid

Traditional Name

(2E)-N-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(O)=NCCCCN)=CC(OC)=C1O

InChI Identifier

InChI=1S/C15H22N2O4/c1-20-12-9-11(10-13(21-2)15(12)19)5-6-14(18)17-8-4-3-7-16/h5-6,9-10,19H,3-4,7-8,16H2,1-2H3,(H,17,18)/b6-5+

InChI Key

ZYERUQAOCQZPJW-AATRIKPKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Phenol ether
Styrene
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Ether
Organopnictogen compound
Primary aliphatic amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Primary amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.75	ChemAxon
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	10.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	82.67 m³·mol⁻¹	ChemAxon
Polarizability	33.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59650678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129660870

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid (NP0246214)

MOL for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

3D MOL for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

3D SDF for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

3D-SDF for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

PDB for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

3D PDB for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

SMILES for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

INCHI for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

Structure for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)

3D Structure for NP0246214 ((2e)-n-(4-aminobutyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enimidic acid)